Short-Term Rentals in Kenwood, IL: Compare 10+ Sites & Save

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1387 Best Short-Term Rentals in Kenwood (Starting from $49)

The Penthouse, Lux stay near Downtown, UofC & Lake
The Penthouse, Lux stay near Downtown, UofC & Lake
Apartment
Chicago, IL, USA
0.7k from Kenwood center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Family, Self-catering

2 Bedrooms4 Guests
9.3

Superb

29 reviews

$319
Average price / night
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Homey Vibes Furnished 1BR Apt
Homey Vibes Furnished 1BR Apt
Apartment
Chicago, IL, 60615, United States
0.2k from Kenwood center

Crib, Dryer, Heater, Kitchen, Microwave, No Smoking, TV, Washer

1 Bedroom2 Guests
8.0

Good

2 reviews

$206
Average price / night
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FRONTDESK Open 1 BR Apt 6 miles to Downtown
FRONTDESK Open 1 BR Apt 6 miles to Downtown
Apartment
Chicago, IL, USA
0.7k from Kenwood center

Air Conditioner, Internet

1 Bedroom2 Guests
4.3

Review score

8 reviews

$49
Average price / night
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Modern Coach House 2BR/1BA/Den in Hyde Park/ Kenwood, walk to U of C & Lakefront
Modern Coach House 2BR/1BA/Den in Hyde Park/ Kenwood, walk to U of C & Lakefront
House
Chicago, IL, 60615, United States
0.3k from Kenwood center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms2 Guests
New to Booking
$87
Average price / night
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Lively & Fully Furnished 1BR Apartment - Kenwood 408
Lively & Fully Furnished 1BR Apartment - Kenwood 408
Apartment
Chicago, IL, USA
0.8k from Kenwood center

Internet, Fireplace/Heating, Air Conditioner, Security/Safety, Guest Services, Pet Friendly, Child Friendly

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$213
Average price / night
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Lakeside Retreat: Charming Greystone Near Downtown
Lakeside Retreat: Charming Greystone Near Downtown
Condo
Chicago, IL, 60653, United States
0.5k from Kenwood center

AC, Heater, Internet, Kitchen, Microwave, No Smoking, TV

1 Bedroom4 Guests
10.0

Exceptional

3 reviews

$186
Average price / night
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1BR Bright and Airy Apt in Hyde Park - Hyde Park 109 and 209 rep
1BR Bright and Airy Apt in Hyde Park - Hyde Park 109 and 209 rep
Apartment
Chicago, IL, USA
0.8k from Kenwood center

Internet, Air Conditioner, Security/Safety, Guest Services, Pet Friendly, Child Friendly

1 Bedroom2 Guests
4.0

Review score

1 reviews

$373
Average price / night
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ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago
ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago
Condo
Chicago, IL, 60653, United States
0.5k from Kenwood center

AC, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
New to Booking
$441
Average price / night
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1BR Chic and Cozy Apartment in Chicago - Hyde Park 408
1BR Chic and Cozy Apartment in Chicago - Hyde Park 408
Apartment
Chicago, IL, USA
0.8k from Kenwood center

Internet, Fireplace/Heating, Air Conditioner, Security/Safety, Guest Services, Pet Friendly, Child Friendly

1 Bedroom2 Guests
9.0

Fabulous

1 reviews

$386
Average price / night
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Elegant 3BR/2BA Hyde Park Retreat ~ Private Deck ~ Near UChicago & Lakefront
Elegant 3BR/2BA Hyde Park Retreat ~ Private Deck ~ Near UChicago & Lakefront
Condo
Chicago, IL, 60653, United States
0.7k from Kenwood center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, No Smoking

3 Bedrooms11 Guests
New to Booking
$398
Average price / night
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Sleek & Functional 2-Bedroom Apt - Hyde Park 405
Sleek & Functional 2-Bedroom Apt - Hyde Park 405
Apartment
Chicago, IL, USA
0.8k from Kenwood center

Security/Safety, Air Conditioner, Pet Friendly, Guest Services, Internet, Child Friendly

2 Bedrooms4 Guests
5.0

Review score

1 reviews

$358
Average price / night
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Penthouse, Lux stay near Downtown, McComick & Lake
Penthouse, Lux stay near Downtown, McComick & Lake
Apartment
Chicago, IL, 60653, United States
0.7k from Kenwood center

AC, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
10.0

Exceptional

18 reviews

$308
Average price / night
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Modern 1BR Gem in Chicago - Kenwood 501
Modern 1BR Gem in Chicago - Kenwood 501
Apartment
Chicago, IL, USA
0.8k from Kenwood center

Apartments, Accommodations, Pet-friendly, Lodgings, Places to stay

1 Bedroom2 Guests
New to Booking
$326
Average price / night
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Cozy Beautiful Condo
Cozy Beautiful Condo
Condo
CHICAGO, IL, 60653, United States
0.7k from Kenwood center

Internet, No Smoking

2 Bedrooms3 Guests
New to Booking
$90
Average price / night
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Hyde Park Shared Apartments
Hyde Park Shared Apartments
Apartment
Chicago, IL, USA
0.8k from Kenwood center

Apartments, Accommodations, Lodgings, Places to stay

5 Bedrooms10 Guests
New to Booking
$119
Average price / night
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Bright 1BR Unit in a Prime Spot
Bright 1BR Unit in a Prime Spot
Apartment
Chicago, IL, 60615, United States
0.8k from Kenwood center

Crib, Dryer, Elevator, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$175
Average price / night
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Cozy & Radiant 2BR Apartment - BStone 605
Cozy & Radiant 2BR Apartment - BStone 605
Apartment
Chicago, IL, USA
0.9k from Kenwood center

Internet, Air Conditioner, Security/Safety, Guest Services, Laundry, Pet Friendly, Child Friendly

2 Bedrooms4 Guests
9.3

Superb

3 reviews

$493
Average price / night
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Cozy 3BR with Contemporary Vibe
Cozy 3BR with Contemporary Vibe
Apartment
Chicago, IL, 60615, United States
0.8k from Kenwood center

Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, TV, Washer

3 Bedrooms8 Guests
7.0

Good

2 reviews

$414
Average price / night
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1BR Modern & Chic Apt in Downtown Chicago - Dorchester 204
1BR Modern & Chic Apt in Downtown Chicago - Dorchester 204
Apartment
Chicago, IL, USA
0.9k from Kenwood center

Security/Safety, Air Conditioner, Pet Friendly, Guest Services, Internet, Child Friendly

1 Bedroom2 Guests
2.0

Review score

2 reviews

$343
Average price / night
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Sleek & Functional 2-Bedroom Apt
Sleek & Functional 2-Bedroom Apt
Apartment
Chicago, IL, 60615, United States
0.8k from Kenwood center

Crib, Heater, Internet, Kitchen, Microwave, No Smoking, TV, Washer

2 Bedrooms4 Guests
9.6

Exceptional

5 reviews

$223
Average price / night
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Stylish Studio Apt in Chicago - Dorchester 209
Stylish Studio Apt in Chicago - Dorchester 209
Apartment
Chicago, IL, USA
0.9k from Kenwood center

Internet, Air Conditioner, Security/Safety, Guest Services, Pet Friendly, Child Friendly

1 Bedroom2 Guests
1.0

Review score

1 reviews

$390
Average price / night
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Sleek Luxe 1BR in Vibrant Hyde Park
Sleek Luxe 1BR in Vibrant Hyde Park
Apartment
Chicago, IL, 60615, United States
0.8k from Kenwood center

Crib, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, TV

1 Bedroom2 Guests
6.4

Good

9 reviews

$175
Average price / night
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Charming 1BR/1BA Apt in Chicago
Charming 1BR/1BA Apt in Chicago
Apartment
Chicago, IL, 60615, United States
0.8k from Kenwood center

Heater, Internet, Kitchen, Microwave, No Smoking, TV

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$247
Average price / night
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Beautiful condo with elevator right into your unit in North Kenwood Hyde Park.
Beautiful condo with elevator right into your unit in North Kenwood Hyde Park.
Condo
Chicago, IL, 60653, United States
0.8k from Kenwood center

AC, Dryer, Heater, Internet, Laundry, Washer

3 Bedrooms6 Guests
New to Booking
$311
Average price / night
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1BR in Prime Hyde Park Apartment
1BR in Prime Hyde Park Apartment
Apartment
Chicago, IL, 60615, United States
0.9k from Kenwood center

Crib, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, TV

1 Bedroom2 Guests
New to Booking
$211
Average price / night
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Studio Unit | Chic + Prime Location
Studio Unit | Chic + Prime Location
Apartment
Chicago, IL, 60615, United States
0.9k from Kenwood center

Crib, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, TV

1 Bedroom2 Guests
9.6

Exceptional

4 reviews

$187
Average price / night
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Cozy Well-Equipped Studio Apartment
Cozy Well-Equipped Studio Apartment
Apartment
Chicago, IL, 60615, United States
0.9k from Kenwood center

Crib, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, TV

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$187
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Short-Term Rentals in Kenwood.

Stay Near Kenwood's Top Attractions

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Kenwood Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 1387 verified short-term rentals in Kenwood, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Kenwood vary depending on location, property size, and travel dates. Rates typically start from around $49 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Kenwood include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Kenwood, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Kenwood often include amenities such as Fireplace/Heating, Pet Friendly, and Wellness Facilities, providing a comfortable and convenient stay.

Short-term rentals in Kenwood are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.